Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 74222810 | HCID 74222810 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86716107 | HCID 86716107 | — |
Reaction Steps
A mixture of (2,4-dichloro-3-phenylquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)pyridin-4-ylmethanol (28 mg, 0.0607 mmol, Example 16), 33% MeNH2 in EtOH (0.8 mL), and trifluoroacetic acid (0.050 mL, 0.653 mmol) was heated at 80° C. for 17 hours. After cooling to room temperature, the mixture was diluted with DMF and purified by reverse phase HPLC (water/acetonitrile/0.1% TFA) to give the title compound. 1H NMR (400 MHz, MeOH-d4) δ 9.08 (s, 1H), 8.74-8.83 (m, 2H), 8.49 (d, J=1.71 Hz, 1H), 7.98 (dt, J=1.93, 6.91 Hz, 3H), 7.86 (d, J=8.80 Hz, 1H), 7.47-7.55 (m, 3H), 7.35-7.46 (m, 2H), 7.25 (d, J=1.47 Hz, 1H), 3.69 (s, 3H), 2.58 (s, 3H); MS m/e 456.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309222B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-609981c79dec42ce80a2a43b0c81ffcf |
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| Source note | uspto-grants-2016_04 |
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